Top Picks for Chicago Experiences

Q: How many Experiences are available in Chicago on Trip.com?

Trip.com offers 45 Experiences in Chicago

Q: What are the best Experiences in Chicago?

Big Bus Chicago Hop-on Hop-off Bus Tour Chicago: 90-Minute Architecture Tour on the Lake & River Chicago River 45-min architecture cruise

Q: What are the top-rated Experiences in Chicago?

Big Bus Chicago Hop-on Hop-off Bus Tour Skyline lake boat tour from Navy Pier Chicago Loop District Food Tour with Deep Dish & Beef Sandwich

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Discover 45 Experiences in Chicago on Trip.com, updated December 2, 2025, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!

From PLN 50.72 per person, with an average total of PLN 269.93. Choose the option that suits your plan.

With 403 verified reviews, Experiences Chicago boast an average rating of 4.8.

This week's most popular Experiences: "Chicago Loop District Food Tour with Deep Dish & Beef Sandwich", with 313 reviews and a 4.9 rating.

Now on Trip.com: "Big Bus Chicago: Hop-on Hop-off Bus Tour", a 2-hour adventure in Chicago!

The next available day tour departs on December 3, 2025. Book now to secure your spot!

Chicago Experiences usually take about 2 hours — perfect for a relaxed, immersive experience!

65% of Chicago Experiences now offer English-speaking guides

December is perfect for visiting Chicago! Choose from Experiences available day tours, including seasonal hits like Chicago Loop District Food Tour with Deep Dish & Beef Sandwich.

Your trip, worry-free! All day tours are run by licensed suppliers with verified reviews, and many include free cancellation before departure.

Search attractions or local attractions & tours

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45 Results for Chicago Experiences

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Big Bus Chicago Hop-on Hop-off Bus Tour
󱩳See the best of Chicago from the convenience and comfort of an open-top, double-decker bus. Hop on and hop off at any designated bus stop to explore major attractions at your own pace. Learn about the city's rich history from the informative commentary of a multilingual audio guide.
English
5.0/5
Excellent· 1 review· 39 booked
FromPLN 131.55
Chicago: 90-Minute Architecture Tour on the Lake & River
Duration: 90 mins
FromPLN 163.10
Chicago River 45-min architecture cruise
󱩳Navigate all three branches of the Chicago River in a fully equipped vessel
Duration: 45–60 mins
English
FromPLN 50.72
Chicago Seadog: Lakefront Speedboat Tour
Duration: 30 mins
FromPLN 155.06
Big Bus Chicago: Hop-on Hop-off Bus Tour
Duration: 2 hrs
English
FromPLN 163.27
Chicago: Food and Prohibition Architecture Guided Tour
Duration: 5 hrs
English
FromPLN 359.20
Chicago: Chinatown Food & Culture Walking Tour
Duration: 3 hrs
English
FromPLN 290.25
Chicago: Guided Food Tasting + Bike Tour
Duration: 4 hrs
English
FromPLN 359.20
Chicago: Guided Food Tour + Bike or Kayak Rental
Duration: 150 mins
English
FromPLN 308.03
Bite into Chicago: Discover the City’s Most Iconic Food
Duration: 2 hrs
4.7/5
Great· 82 reviews
FromPLN 277.08
Skyline lake boat tour from Navy Pier
󱩳Learn about Chicago's world-famous skyline cityscape and the history of Navy Pier
Duration: 45 mins
English
5.0/5
Excellent· 1 review
FromPLN 65.98
Chicago: Skyline Lake Tour
Duration: 45 mins
English
FromPLN 136.17
The Chicago Theatre Tour Experience
Duration: 1 hr
English
FromPLN 108.73
All kinds of translators, Guide , chartered private charter, photographers, business escorts, medical accompaniment, travel guides, customization throughout the United States
󱩳Global language translation allows you to communicate without worries no matter where you are, and start your health journey with peace of mind.
FromPLN 56.53
Chicago Odyssey dinner cruise
󱩳Enjoy delicious and sophisticated lakefront dining
English
FromPLN 722.07
Chicago Loop District Food Tour with Deep Dish & Beef Sandwich
Duration: 3 hrs
4.9/5
Excellent· 313 reviews
FromPLN 322.44
Chicago Full Day Bike Rental
Duration: 24 hrs
English
4.3/5
Good· 6 reviews
FromPLN 108.65
Lake Michigan & Chicago River: 75 Minute Speedboat Cruise
Duration: 75 mins
English
FromPLN 490.39
Chicago: Premier Dinner Cruise on Lake Michigan
Duration: 150 mins
FromPLN 738.90
Lake Michigan Chicago: 2-Hr Sightseeing Cruise with Lunch
Duration: 2 hrs
FromPLN 391.36